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Biotransformation of (-)-cubebin by Aspergillus spp. into (-)-hinokinin and (-)-parabenzlactone, and their evaluation against oral pathogenic bacteria.

Arruda, Caroline; Eugênio, Daniele de Souza; Moreira, Monique Rodrigues; Símaro, Guilherme Venâncio; Bastos, Jairo Kenupp; Martins, Carlos Henrique Gomes; Silva, Márcio Luís Andrade; Veneziani, Rodrigo Cássio Sola; Vieira, Paula Bruzadelle; Ambrósio, Sérgio R.
Nat Prod Res; 32(23): 2803-2816, 2018 Dec.
Inglês | MEDLINE | ID: mdl-28982254
The biotransformation of the lignan (-)-cubebin by filamentous fungi Aspergillus terreus and Aspergillus niger is an efficient bioprocess for obtaining (-)-hinokinin and (-)-parabenzlactone. The relevance of getting (-)-hinokinin is due to its promising effect against oral pathogens, especially S. sanguinis (both MIC and MBC 12.5 µg/mL), and other previous reported effects against Chagas disease and as anti-inflammatory. The advantage of using fungal transformation is the use of non-toxic and/or non-pollutant reagents and/or solvents in comparison with semi-synthesis. Microbial transformation of (-)-cubebin is also important to evaluate its human metabolism, since Aspergillus species are capable of mimicking P450 reactions, providing possible products of the metabolism, which is important in the assessment of its efficacy and safety. Furthermore, the present study describes a reliable RP-HPLC method to perform quantification of (-)-hinokinin in fungal extracts. It is simple, fast, selective, linear, precise, accurate and robust according to validation guidelines.